4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one

Base Information

• Chemical Name: 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one
• CAS No.: 16446-03-0
• Molecular Formula: C₂₄H₂₂ClNO₄S
• Molecular Weight: 455.962

Synonyms:4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one

Chemical Property of 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one

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Technology Process of 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one

There total 3 articles about 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-(thiobenzoyl)glycine (2584-64-7) → 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one (16446-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: PBr₃ / dioxane

2: Et₃N, MgSO₄ / benzene

With phosphorus tribromide; magnesium sulfate; triethylamine; In 1,4-dioxane; benzene;

DOI:10.1021/ja00995a029

Reference yield:

N-(thiobenzoyl)glycine ethyl ester (87386-07-0) → 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one (16446-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH

2: PBr₃ / dioxane

3: Et₃N, MgSO₄ / benzene

With sodium hydroxide; phosphorus tribromide; magnesium sulfate; triethylamine; In 1,4-dioxane; benzene;

DOI:10.1021/ja00995a029

Reference yield:

2-phenyl-3-thiazolin-5-one (16446-29-0) + (5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-acetaldehyde (97301-64-9) → 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one (16446-03-0)

Guidance literature:

With magnesium sulfate; triethylamine; In benzene;

DOI:10.1021/ja00995a029

upstream raw materials:

2-phenyl-3-thiazolin-5-one

(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-acetaldehyde

N-(thiobenzoyl)glycine

N-(thiobenzoyl)glycine ethyl ester

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